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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1672392Generated: October 27, 2026

Potassium Carbonate → (3R)-1-[1-(4-Bromophenyl)ethyl]-7-cyclohexyl-3-hydroxy-1,7-diazaspiro[4.4]-nonan-6-one

https://huagongshe.com/reaction/1672392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-(4-Bromophenyl)ethyl methanesulfonateHCID 22289856—
Reactant(3R)-7-cyclohexyl-3-hydroxy-1,7-diazaspiro[4.4]nonan-6-oneHCID 67355529—
ReactantHCID 178486088HCID 178486088—
Product(3R)-1-[1-(4-Bromophenyl)ethyl]-7-cyclohexyl-3-hydroxy-1,7-diazaspiro[4.4]-nonan-6-oneHCID 24759313—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of (3R)-7-cyclohexyl-3-hydroxy-1,7-diazaspiro[4.4]nonan-6-one (0.030 g, 0.00012 mol; which was prepared by using procedures analogous to those described for the synthesis of Example 32, derived from peak 2 of step 2), 1-(4-bromophenyl)ethyl methanesulfonate (0.053 g, 0.00019 mol) and potassium carbonate (0.035 g, 0.00025 mol) in dimethylsulfonamide (DMSO) (1.0 mL, 0.014 mol) was stirred at 100° C. for 16 h. The crude reaction mixture was purified by prep. HPLC to afford the desired product. LC-MS: 421.0/423.0 (M+1H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07998959B2
Source datasetuspto-grants-2011_08
ORD IDord-6fb3443daec74b119efb9d9c67e125f6
Source noteuspto-grants-2011_08